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Planta Med 2012; 78(18): 1967-1971
DOI: 10.1055/s-0032-1327877
Natural Product Chemistry
Letters
Georg Thieme Verlag KG Stuttgart · New York

Isolation of Antithrombotic Phenolic Compounds from the Leaves of Crataegus pinnatifida

Shao-Jiang Song
1   School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, PR China
2   State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China
,
Ling-Zhi Li
1   School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, PR China
2   State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China
,
Pin-Yi Gao
3   College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, PR China
,
Yan-Qiang Yuan
5   Biology Institute of Shandong Academy of Sciences, Jinan, PR China
,
Ru-Ping Wang
1   School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, PR China
2   State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China
,
Ke-Chun Liu
5   Biology Institute of Shandong Academy of Sciences, Jinan, PR China
,
Ying Peng
4   School of Pharmacy, Shenyang Pharmaceutical University, Shenyang, PR China
› Author Affiliations
Further Information

Publication History

received 19 April 2012
revised 27 August 2012

accepted 29 September 2012

Publication Date:
31 October 2012 (online)

Also available at
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Abstract

Four novel phenolic compounds (1–4) were isolated from the leaves of Crataegus pinnatifida, along with three known ones (5–7). Their structures were elucidated as: methyl 4-O-β-D-glucopyranosyl-3-[(2E,6E)-8-O-β-D-glucopyranosyl-3,7-dimethyl-2,6-octadienyl] benzoate (1), biphenyl-5-ol-3-O-β-D-glucoside (2), 3,4′-dimethoxy-biphenyl-5-ol-4-O-β-D-glucoside (3), (E)-6-(benzoyloxy)-1-hydroxyhex-3-en-2-O-β-D-glucoside (4), shanyenoside A (5), eriodectyol (6), and 2″-O-rhamnosyl vitexin (7), using a combination of mass spectroscopy, 1D and 2D NMR spectroscopy, and chemical analysis. The antithrombotic activity of the isolated compounds was investigated on the transgenic zebra fish system. Among them, eriodectyol (6) potently inhibited the production of thrombus.

Key words

Crataegus pinnatifida - Rosaceae - phenolic compounds - antithrombotic activity

Supporting Information

 

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